
Vacation rentals with a pool in Scarborough
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Scarborough
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Scarborough rentals with a pool
House rentals with a pool

Love OOB! NEW 3 BR, 2.5 BA Maine Home
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.

210 Sea Castle Circle
Very nice place, everything was clean and smelling good, we felt right at home! Comfortable beds except the single one which we could feel the springs. Expensive parking everywhere near the beach, be advised, but free parking at the house. Everyone at the place was friendly. The only thing mmissing would be coffee pods, for the rest, everything was there!

Upscale OOB Beach House | Seasonal Heated Pool
We had a great time! Great location and very clean space!

Lovely home with hot tub and pool
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

The Lodge at Hidden Pines
The house was exactly as described and seen in the photos, a large, beautiful, authentic log cabin in the woods. The setting was quiet and beautiful though conviently right off the main road. We enjoyed cross country skiing, ice skating and a sleigh ride in Jackson (about 30 min away) and shopping in North Conway (about 20 min). Eileen made sure we were plowed and shoveled regularly during the snow storm so we enjoyed curling up by the fire and watching a movie on the large tv. My mother in particular enjoyed all the vintage decor which brought back childhood memories.

Our Beach House Getaway
It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
We enjoyed our stay at Angela's. Communicative host, nice clean place, easy to find. Great for a weekend trip!
Condo rentals with a pool

Cozy Mountain Condo 2bd/2bath in North Conway
This was the perfect spot for a couples trip. Right next to all of the activities we had planned, close to Zebs as well as the outlets. I will be booking with them in the future. They were very friendly and the check in was easy.

Two-Bedroom Condo on the Wells/Ogunquit town-line
This was my 3rd time booking with Chris for one of my companies crews to stay at his home and it was awesome. He was such a pleasure to work with. His home was spotless, cozy and the crew enjoyed staying there.

Across from Storyland & in the Heart of the Mtns
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!

Generic Two Bedroom - Stair access only
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104
Jennifer's place is AMAZING! First, it's steps away from the ski lift. Not only can you make first tracks, but stopping for lunch/breaks/warm-up is super easy - ski to your door! Getting in was a breeze: pull up, get the FOB, grab a luggage rack and park in the designated spot by the door and you're done. No long walks hauling ski gear through endless parking lots. The condo is spacious, super comfortable, and great for hanging out. We had 4 adults and 4 kids (8-11) and we had plenty of room for game nights, dinners, and lounging after a long ski day. The bathrooms are big (and even a jet tub for bubble baths). And immaculately clean. Full kitchen equipped with everything you need. So great to have washer/dryer to get gear ready for the next day. And the heated pool/hot tub is a short walk, both are big and a hit with the kids and adults. And did I mention how clean the place was? The unit is on the end to give extra privacy and easy access. Six stars!

Cozy, clean, 2nd floor condo in Conway, NH!
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

An Amazing Mountain Getaway!
This was our second time staying and it was just as cozy and peaceful as the first. Great location and our kids loved the indoor pool!

Cozy Mountain Getaway For All Seasons
We had a great day! The place was perfect for our small group, and very convenient to the mountains for skiing. The condo had all the little things needed. And it was very comfortable. I would definitely book again.
Quick stats about vacation rentals with a pool in Scarborough
Total rentals
130 properties
Total number of reviews
2K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
Destinations to explore
- China Vacation rentals
- Portland Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Rentals with an EV charger Scarborough
- House rentals Scarborough
- Waterfront rentals Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Rentals with breakfast Scarborough
- Rentals with outdoor seating Scarborough
- Kid-friendly rentals Scarborough
- Private suite rentals Scarborough
- Apartment rentals Scarborough
- Hotel rentals Scarborough
- Rentals with a washer and dryer Scarborough
- Rentals with a fire pit Scarborough
- Condo rentals Scarborough
- Rentals with a kayak Scarborough
- Pet-friendly rentals Scarborough
- Rentals with a patio Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Beach house rentals Scarborough
- Townhouse rentals Scarborough
- Family-friendly rentals Scarborough
- Cabin rentals Scarborough
- Guesthouse rentals Scarborough
- Rentals with a hot tub Scarborough
- Serviced apartment rentals Scarborough
- Rentals with beach access Scarborough
- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Wells Beach
- North Hampton Beach
- Ogunquit Playhouse
- Long Beach
- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- King Pine Ski Area
- Purity Spring Resort
- Ferry Beach
- Popham Beach State Park
- Portland Country Club
- The Golf Club of New England
- Bass Beach
- Odiorne Point State Park
- North Hampton State Beach
- Breakfast Hill Golf Club
- Pease Golf Course
- Sawyers Beach
- Strawbery Banke Museum
- Powderhouse Hill Ski Area
- PowderHouse Hill
- Things to do Scarborough
- Things to do Cumberland County
- Art and culture Cumberland County
- Tours Cumberland County
- Sightseeing Cumberland County
- Sports activities Cumberland County
- Nature and outdoors Cumberland County
- Things to do Maine
- Sightseeing Maine
- Nature and outdoors Maine
- Sports activities Maine
- Food and drink Maine
- Tours Maine
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Tours United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States